Gabe spent hours after talking with you, and Daron, so he could get ready for his date that night, by putting on a ton of makeup to impress Chloe when he meets her. The date was at Chloe's dorm room, and she explained that her roommate would be back in about 3 hours, so Gabe had to hurry, and look nice for her.
The problem was, Gabe didn't have any female clothing of his own, but he managed on learning how to apply eyeshadow, lipstick, and face powder with help from tutorial videos online. Finally once Gabe was dolled up enough, he arrived at Chloe's dorm room, and knocked on the door. Chloe answered, and found Gabe standing there. "Hi, Chloe," Gabe says. "Hope I didn't keep you waiting." "You arrived just in time," Chloe says, and grabbed Gabe by the arm, while making sure no one was with him.